Pharmaceutical compound



WIS HAHL, 0F ELBERFELD, GERMANY, ASSIGNOR TO rannnnmnmm VORMT.

many.

PHARMACEUTICAL COMPOUND.

No brewing.

To all whom it may concern:

Be it known that I, HANS HAHL, a citizen of Germany, residing atElberfeld, in the State of Prussia, Germany, have invented new anduseful Improvements in Pharma-- ceutical Compounds, is a "specification.

The present invention relates to the manufacture and production of newproducts being chemically'basic para alkylethers of polyvalent phenolsof the benzene series. They have proved to be useful in the treatment ofdiseases of the heart and are oils forming whitish crystalline saltswith acids, soluble in water.

One process for producing the new products consists in heatingmono-alkylethers of hydrolquinone with basic alkylhalides.

In order to illustrate the new process more fully, the following exampleis given, the parts bein by Weight:

3.7 parts 0 sodium are dissolved in parts ofalcohol and 20 parts ofhydroquinone monomethyl ether and 25 parts of chloroetliyldiethylamineare added. The reaction begins in the cold and is completed by gentlyheating. The mixture is poured into water and the oil which precipitatesis separated, dried and distilled in vacuo.

Under a pressure of, 15 mm. the diethyl amino ethyl hydroquinonemonomethylether distils 'over as a limpid oil having the formula:

of which the following OCH;

eases, substantial] Application filed December 18, 1924. SeriaI No.758,819.

It forms crystalline salts with acids. .The hydrochloride crystallizesfrom acetic acid ester in the shape of needles melting at 12l122 C.

1. As new products, dialkylethers of hydroquinone containing a basicalkyl radicle, being oils forming crystalline whitish salts with acidsand being useful in the treatment of diseases of the heart.

2. The herein described new diethylaminoethyl-hydroquinone-monomethylether having the formula:

Kl: .CH: N (Ci a):

being an oil forming a White crystalline hydrochloride melting at 121122(1; and being useful in the treatment of heart disas described. Intestimony w ereof I have hereunto set my hand.

HANS HAHL.

